DE1420515A1 - Verfahren zur Herstellung von Polyestern - Google Patents
Verfahren zur Herstellung von PolyesternInfo
- Publication number
- DE1420515A1 DE1420515A1 DE19561420515 DE1420515A DE1420515A1 DE 1420515 A1 DE1420515 A1 DE 1420515A1 DE 19561420515 DE19561420515 DE 19561420515 DE 1420515 A DE1420515 A DE 1420515A DE 1420515 A1 DE1420515 A1 DE 1420515A1
- Authority
- DE
- Germany
- Prior art keywords
- titanate
- terephthalate
- catalyst
- polycondensation
- high polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 26
- 238000004519 manufacturing process Methods 0.000 title claims description 11
- 229920000728 polyester Polymers 0.000 title description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 29
- 239000003054 catalyst Substances 0.000 claims description 25
- -1 polymethylene terephthalates Polymers 0.000 claims description 23
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 22
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 17
- 238000006068 polycondensation reaction Methods 0.000 claims description 16
- 229920000642 polymer Polymers 0.000 claims description 15
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 claims description 11
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 7
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000011541 reaction mixture Substances 0.000 claims description 4
- 239000010936 titanium Substances 0.000 claims description 4
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 3
- 229910000410 antimony oxide Inorganic materials 0.000 claims description 3
- ITNVWQNWHXEMNS-UHFFFAOYSA-N methanolate;titanium(4+) Chemical compound [Ti+4].[O-]C.[O-]C.[O-]C.[O-]C ITNVWQNWHXEMNS-UHFFFAOYSA-N 0.000 claims description 3
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- 239000004246 zinc acetate Substances 0.000 claims description 3
- 239000004408 titanium dioxide Substances 0.000 claims description 2
- 125000004185 ester group Chemical group 0.000 claims 3
- 229960005196 titanium dioxide Drugs 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 239000003349 gelling agent Substances 0.000 claims 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 8
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical group 0.000 description 6
- 239000000463 material Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 2
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920001634 Copolyester Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 210000005069 ears Anatomy 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- FYIBGDKNYYMMAG-UHFFFAOYSA-N ethane-1,2-diol;terephthalic acid Chemical compound OCCO.OC(=O)C1=CC=C(C(O)=O)C=C1 FYIBGDKNYYMMAG-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- HTUMBQDCCIXGCV-UHFFFAOYSA-N lead oxide Chemical compound [O-2].[Pb+2] HTUMBQDCCIXGCV-UHFFFAOYSA-N 0.000 description 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N lead(II) oxide Inorganic materials [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000874 polytetramethylene terephthalate Polymers 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- UOULCEYHQNCFFH-UHFFFAOYSA-M sodium;hydroxymethanesulfonate Chemical compound [Na+].OCS([O-])(=O)=O UOULCEYHQNCFFH-UHFFFAOYSA-M 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
- C08G63/82—Preparation processes characterised by the catalyst used
- C08G63/85—Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1532755A GB793111A (en) | 1955-05-27 | 1955-05-27 | Improvements in the manufacture of highly polymeric polymethylene terephthalates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1420515A1 true DE1420515A1 (de) | 1969-03-27 |
Family
ID=10057134
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19561420515 Pending DE1420515A1 (de) | 1955-05-27 | 1956-05-23 | Verfahren zur Herstellung von Polyestern |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE548082A (enrdf_load_html_response) |
| CA (1) | CA599386A (enrdf_load_html_response) |
| CH (1) | CH364628A (enrdf_load_html_response) |
| DE (1) | DE1420515A1 (enrdf_load_html_response) |
| ES (1) | ES228725A1 (enrdf_load_html_response) |
| FR (1) | FR1153698A (enrdf_load_html_response) |
| GB (1) | GB793111A (enrdf_load_html_response) |
| IT (1) | IT554213A (enrdf_load_html_response) |
| NL (2) | NL207417A (enrdf_load_html_response) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2635662A1 (de) * | 1975-08-11 | 1977-03-10 | Firestone Tire & Rubber Co | Herstellung von glykolestern |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3079368A (en) * | 1959-11-23 | 1963-02-26 | American Cyanamid Co | Process for the preparation of high molecular weight polymerizable orthophthalate polyesters |
| BE794423A (fr) * | 1972-01-24 | 1973-07-23 | Rhone Poulenc Textile | Nouveau procede de fabrication de polyesters et produits ainsi obtenus |
| EP0047608A1 (en) * | 1980-09-08 | 1982-03-17 | Rohm And Haas Company | Poly(ethylene terephthalate) and process for preparing it |
| US4356299A (en) * | 1982-02-04 | 1982-10-26 | Rohm And Haas Company | Catalyst system for a polyethylene terephthalate polycondensation |
-
0
- NL NL97626D patent/NL97626C/xx active
- CA CA599386A patent/CA599386A/en not_active Expired
- BE BE548082D patent/BE548082A/xx unknown
- NL NL207417D patent/NL207417A/xx unknown
- IT IT554213D patent/IT554213A/it unknown
-
1955
- 1955-05-27 GB GB1532755A patent/GB793111A/en not_active Expired
-
1956
- 1956-05-23 DE DE19561420515 patent/DE1420515A1/de active Pending
- 1956-05-24 ES ES0228725A patent/ES228725A1/es not_active Expired
- 1956-05-28 FR FR1153698D patent/FR1153698A/fr not_active Expired
- 1956-05-28 CH CH3368856A patent/CH364628A/de unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2635662A1 (de) * | 1975-08-11 | 1977-03-10 | Firestone Tire & Rubber Co | Herstellung von glykolestern |
Also Published As
| Publication number | Publication date |
|---|---|
| CA599386A (en) | 1960-06-07 |
| ES228725A1 (es) | 1956-08-16 |
| GB793111A (en) | 1958-04-09 |
| BE548082A (enrdf_load_html_response) | |
| NL97626C (enrdf_load_html_response) | |
| IT554213A (enrdf_load_html_response) | |
| NL207417A (enrdf_load_html_response) | |
| CH364628A (de) | 1962-09-30 |
| FR1153698A (fr) | 1958-03-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SH | Request for examination between 03.10.1968 and 22.04.1971 |